Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

6-(4-Fluorophenyl)-8-( 1 -methylcyclopropyl)imidazo[ 1 ,2-b]pyridazine-2- carboxylic acid (150 mg, 0.48 mmol) was dissolved in DMF (4.5 mL) and HATU (238 mg, 0.63 mmol), tert-butyl 3,3-dimethylpiperazine-1-carboxylate (113.6 mg, 0.53 mmol) and DIPEA (249 mg, 336 .iL, 1.93 mmol) were added. The solution was stirred at r. t. for 3h and then aqueous NH4C1 was added and the aqueous phase was extracted twice with EtOAc. The combined organic layers were washed with iN HC1 aqueous, saturated aqueous NaHCO3 and brine, dried over anhydrous Mg504, filtered and the filtrate evaporated under reduced pressure affording the title compound (245 mg, quantitative) as a yellow solid which was used in the subsequent step without further purification. LC-MS: mlz = 508.17 (M+Hj., 259808-67-8

259808-67-8 1-Boc-3,3-Dimethylpiperazine 22710387, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; FARMER, Luc J.; FOURNIER, Pierre-Andre; LESSARD, Stephanie; LIU, Bingcan; ST-ONGE, Miguel; STURINO, Claudio; SZYCHOWSKI, Janek; YANNOPOULOS, Constantin; WO2015/48245; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Example 15(2)4-(4-((4-benzyloxycarbonyl)-1-piperazinecarbamoyl)piperidin-1-yl)-benzoic acid tert-butyl esterThe 4-(4-phenoxycarbonylaminopiperidin-1-yl)-benzoic acid tert-butyl ester (13.88 g, 35.0 mmol) obtained in Example 15(1) was dissolved in acetonitrile (150 ml), and N-benzyloxycarbonylpiperazine (7.71 g, 35.0 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (6.6 ml, 42 mmol) were added thereto under ice-cooling, followed by stirring at room temperature for 19 hours.Then, water was added thereto, and the precipitate was collected by filtration, thereby obtaining 4-(4-((4-benzyloxycarbonyl)-1-piperazinecarbamoyl)piperidin-1-yl)-benzoic acid tert-butyl ester (16.1 g, 88percent) as a milky-white solid.1H-NMR (CDCl3): delta (ppm) 1.44-1.57 (m, 11H), 2.03-2.7 (m, 2H), 2.92-3.02 (m, 2H), 3.34-3.38 (m, 4H), 3.50-3.51 (m, 4H), .78-3.92 (m,3H), 4.31 (d, J = 7.4 Hz, 1H), 5.15 (s, 2H), 6.84 (dd, J = 2.0, 7.1 Hz, 2H) ,7.31-7.38 (m, 5H), 7.85 (dd, J = 2.0, 7.1 Hz, 2H), 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference：
Patent; Taiho Pharmaceutical Co., Ltd.; EP2527340; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-81-3,70261-81-3, 1-Methyl-4-(4-nitrobenzyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The Second Step: Preparation of 4-(4-methylpiperazin-1-ylmethyl)phenylamine (F652-02) 1-methyl-4-(4-nitrobenzyl)-piperazine (F652-01, 4.67 g, 19.9 mmol), methanol (100 mL), zinc powder (6.5 g, 99.3 mmol) and ammonium chloride (4.3 g, 79.5 mmol) were placed in a reaction vessel and heated for 2 hours under reflux. After returning to room temperature, the reaction mixture was filtered through Celite. The solvent of the filtrate was distilled off under reduced pressure to obtain a solid. Diethyl ether was added to the solid, and insoluble components were removed by filtration. 4-(4-methylpiperazin-1-ylmethyl)phenylamine (F652-02, white solid, 3.16 g, 77%) was obtained by removing the solvent of the filtrate by distillation. LC/MS (Method 6): m/z(ESI, POS): 206[M+H]+; retention time: 1.15 minutes. 1H-NMR(400MHz, DMSO-d6)delta 2.12(s, 3H), 2.29(bs, 8H), 3.23(s, 2H), 4.93(s, 2H), 6.49(d, J=8.4Hz, 2H), 6.89(d, J=8.4Hz, 2H).

The synthetic route of 70261-81-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NIPPON KAYAKU KABUSHIKI KAISHA; EP1857446; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 4-carbamothioylpiperazine-1-carboxylate (synthesized according to Example 5, Step 1, 1.31 g, 5.36 mmol) in isopropanol (15 mL), tert-butyl 3-bromo-2,4-dioxopiperidine-1-carboxylate obtained in the first step (1.3 g, 4.46 mmol) was added at rt. The reaction mixture was stirred overnight at 90 C. It was cooleddown to rt and evaporated under reduced pressure. Water (10 mL) was added and the desired product was extracted with diethyl ether (2 x 30 mL), dried over Na2504 and concentrated, affording the title product. Yield: 74% (1.42 g, yellow solid). LCMS:(Method A) 239.0 (M-Boc+H), Rt. 0.70 mm, 48.39% (Max).

196811-66-2, The synthetic route of 196811-66-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; TORONTO, Dawn, V.; CROWE, David, Malcolm; (150 pag.)WO2017/144637; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

Example 111a 1-tert-Butyl 2-Methyl 4-benzylpiperazine-1,2-dicarboxylate 111a To a dry 100 ml one necked round bottom flask equipped with a stirring bar was added 1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (5 g, 20.5 mmol) under N2 (). Anhydrous acetonitrile (60 mL) was added followed by the additions of BnBr (2.7 mL, 22.5 mmol) and triethylamine (8.5 ml, 61.5 mmol). A condenser was then put on to the flask and the reaction mixture was heated at 71 C. for 45 minutes. The reaction mixture was allowed to come to room temperature and concentrated under reduced pressure. It was then diluted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude compound was purified with flash column (PE: EA=8:1) to yield 4.5 g (66%) of 111a. MS: [M+H]+: 335, 129799-15-1

The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENENTECH, INC.; Crawford, James John; Young, Wendy B.; US2013/116245; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 8 1-piperazinyldibenzo[b,f][1,4]thiazepine A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11-chlorodibenzo[b,f][1,4]thiazepine in toluene [52 gm (0.22 moles)], and the mixture was stirred for 15 min 45-50 C. To the resulting solution was added piperazine 73.0 (0.84 moles) at 45-50 C. The reaction mixture was heated to 70-80 C. The reaction mixture was maintained at 70 C. to 80 C. for 120-180 min. The reaction mixture was analyzed by HPLC (to check for absence of compound of formula III) and was cooled to 20 C. to 25 C. The reaction mixture was added 250 cc DM water and was stirred for 30 min. at 25-30 C. The layers were separated and the organic layer washed with 250 cc DM water. The organic phase was distilled off under vacuum below 70 C. Traces of toluene were removed by adding n-butanol. To the resultant oily mass was added 150 cc n-butanol. The mixture was stirred for 24 hrs and chilled to 0-5 C. The reaction mass was filtered with the filtrate (mother liquor) containing 11-piperazinyldibenzo[b,f][1,4]thiazepine. Purity of 11-piperazinyldibenzo[b,f][1,4]thiazepine in toluene was more than 98.0% (area % by HPLC).

5747-48-8, As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference：
Patent; Kansal, Vinod Kumar; Ahmad, Suhail; Lal, Kanhaiya; Patil, Bhatu Tumba; US2008/241949; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.548762-66-9,(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 4-fluorobenzoic acid (0.98 g, 7 mmol) in DMF (10 mL) were added TEA (1.95 mL, 14.0 mmol), BOP (2.06 g, 4.67 mmol) and tert-butyl (2S,5R)-2,5- dimethylpiperazine-1-carboxylate (1.0 g, 4.67 mmol). The reaction mixture was stirred at room temperature for 4 h. The solvent was removed under reduced pressure and the crude compound was purified by flash chromatography (12 g column silica, eluted with 25-40% ethyl acetate/ Pet ether) to obtain tert-butyl (2S,5R)-4-(4-fluorobenzoyl)-2,5- dimethylpiperazine-1-carboxylate (1.1 g, 70.1 % yield) as an off white solid; LCMS: m/z, 337.2 (M+H); rt 1.95 min. LCMS Method Column Name: AQUITY UPLC BEH C18(3.0 x 50 mm) 1.7 ^m Buffer: 10 mM ammonium acetate Mobile phase A:Buffer acetonitrile (95:5) Mobile phase B: Buffer: acetonitrile (5:95) Method:%B: 0 min-20:2 min -100:2.2 min-100 Flow: 0.7 mL/min

548762-66-9, 548762-66-9 (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate 11745988, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

262368-30-9, A 500ml reaction flask was charged 30g of compound V, 22.5g compound of the VI, ethanol 300ml, sodium bicarbonate and 15g, the reaction was heated to reflux for 2 hours, the reaction mixture was added to 600ml of water, there are large amount of solid precipitated, was filtered, the cake washed with 100ml washed once with methanol, a yellow solid 41.9g nintedanib (I) .Yield 92.7%.

The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Hangzhou Simbos Pharm Co., Ltd; Li, Yong; Hu, wei; Du, Huanda; Wang, wanqing; Liu, YanHua; (8 pag.)CN105461609; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(a) 4-Chloro-2-methoxy-N-[2-(1-piperazinyl)ethyl]benzamide trifluoroacetate A solution of 4-chloro-2-methoxybenzoyl chloride (2.1 g), tert-butyl 4-(2-aminoethyl)-1-piperazinecarboxylate (3.0 g) and triethylamine (2.6 ml) in dichloromethane (100 ml) was stirred at room temperature for 72 hours. The solution was washed with brine, dried and treated with trifluoroacetic acid. After 16 hours the solution was concentrated and the residue triturated under ether to give the product as an oil (4.1 g).

192130-34-0, As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference：
Patent; Astrazeneca UK Limited; US6562825; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

300543-56-0, (R)-1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The title compound also can be prepared by chemical synthesis. A solution of (R)- l-((4-chlorophenyl)(phenyl)methyl)piperazine (50.0 mg, 0.174 mmol) in THF (1.00 mL) and water (0.50 mL) was treated at room temperature with NaOH (6.97 mg, 0.174 mmol) and Mel (10.9 mu, 0.174 mmol). The reaction mixture was stirred at 65 C for 2 h. The reaction mixture was cooled to room temperature. The organic layer was separated, dried, concentrated and purified by Biotage on Si02 with 0-20% of MeOH in CH2C12 to give the title compound as a white solid. LCMS t2 (Method 2) = 3.070 min; m 301.1 [M+H+].

300543-56-0, 300543-56-0 (R)-1-((4-Chlorophenyl)(phenyl)methyl)piperazine 668697, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; LIANG, Tsanyang Jake; FERRER, Marc; HE, Shanshan; HU, Xin; HU, Zongyi; MARUGAN, Juan Jose; SOUTHALL, Noel Terrence; XIAO, Jingbo; ZHENG, Wei; WO2015/80949; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics